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Dorchester Cottage Holidays

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    • Sleeps7
    • Bedrooms3
    • PetsYes
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    First floor comfortable apartment sleeping up to 7 people close to the beach in Weymouth. Welcomes two dogs. Shared garden. Beach 2 min. Shop 10 min. Pub 5 min. Dorchester 7.6 miles. (Ref. 994772)

    7 nights from £488

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    • Sleeps4
    • Bedrooms2
    • PetsNo
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    In the heart of West Bay with harbour views. Close to the beach and shops. (Ref. 994249)

    7 nights from £449

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    • Sleeps4
    • Bedrooms2
    • PetsNo
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    Wonderfully appointed, semi-detached cottage located on the fringes of Winfrith Newburgh, in a beautiful area of Dorset. Off-road parking. WiFi. West Lulworth and Durdle Door 4.8 miles. (Ref. 1003153)

    7 nights from £399

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    • Sleeps2
    • Bedrooms1
    • PetsNo
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    A cosy stone cottage for two this is the ideal place to spend quality time together, walking and exploring the local area. (Ref. 994208)

    7 nights from £417

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    • Sleeps4
    • Bedrooms2
    • PetsNo
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    Build in 1859, Old Goal Cottage has plenty of history, located in Cerne Abbas, WiFi, Dorchester 8 miles, Sleeps 4, four poster bed. (Ref. 994474)

    7 nights from £414

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    • Sleeps4
    • Bedrooms2
    • PetsNo
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    A wonderful detached cottage resting on the outskirts of Weymouth, in Dorset. Enclosed garden. Off-road parking. Dorchester 7 miles; Bridport 17 miles. (Ref. 977837)

    7 nights from £419

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    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Charming, self-contained wing of a Grade II listed thatched farmhouse close to the rural West Dorset hamlet of Dottery. Two bedrooms with en-suite facilities. Bridport 1.5 miles. (Ref. 16387)

    7 nights from £388

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    • Sleeps4
    • Bedrooms2
    • PetsNo
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    Sleeping 4 cosy cottage in Weymouth. Close to harbour and all amenities. Gated development. (Ref. 994605)

    7 nights from £488

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    • Sleeps5
    • Bedrooms3
    • PetsNo
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    A Portland stone style cottage with a sunny garden. Close to the town centre of Dorchester. WiFi. River 5 mins. Weymouth 10 miles. (Ref. 994038)

    7 nights from £465

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    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Lovely early Victorian style Grade II listed cottage set in Warmwell village. Sleeps four guests. Garden. Welcomes two small dogs. Pub 3 miles. Shop 2 miles. Dorchester 6 miles. (Ref. 994760)

    7 nights from £449

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All cottages available for only £20 Deposit!*

Secure your holiday now - all our cottages can be reserved for only £20 Deposit. Don't miss out!

*Book Now, Pay Later is available for holidays departing at least 6 weeks from the date of booking. The remaining holiday balance is payable 6 weeks prior to departure. £3 Admin fee may apply. Please note that if you cancel your booking, you will have to pay the Deposit Balance, which includes the Booking fee and may include a £3 admin fee. Book Now, Pay Later cannot be used in conjunction with any other offer. Please refer to T&Cs for full details.

Just show me Dorchester Cottages

If you're looking for somewhere with facilities on hand yet close to amazing countryside, our Dorchester cottages make great contenders. Think elegant architecture, historic sites, thriving culture and excellent shopping.

Dorchester's a fantastic place for browsing. Shoppers will find all kinds of specialist shops, high street names and markets, while museums range from dinosaurs, teddies and Chinese Terracotta Warriors, to Roman artefacts and Tutankhamun. And in between shopping and sightseeing, relish delicious snacks and meals in a wide variety of establishments, from pavement cafes to Michelin-starred restaurants.

When it comes to historic sites, Dorchester features a treasure trove of delights. Don't miss the splendid Roman Town House, the home of infamous 'Hanging' Judge Jeffreys, the huge Iron Age hill fort of Maiden Castle and the Roman amphitheatre at Maumbury Rings.

Thomas Hardy's Wessex a stone's throw from your Dorchester cottage

Dorset's wonderful landscapes have inspired many writers and most of Hardy's novels are based on Dorset; Dorchester is indeed the legendary town of 'Casterbridge'. The Dorset County Museum displays his works, while you can also visit his birthplace Hardy's Cottage and his Victorian villa Max Gate, designed by Hardy and built by his brother. Discover more of his beloved 'Wessex' on foot and stride out from your Dorchester cottage along the Dorchester to Weymouth Trail (10 miles).

To the west of the town centre you'll find Poundbury, Prince Charles' award-winning residential development built in the traditional architectural style of Dorchester and home to a variety of attractions, including a monthly farmers' market.